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Synthesis of N-heterocyclic compounds via ene-yne metathesis reactions
Authors:Elisabetta Groaz  Michael North
Institution:a Department of Chemistry, King's College, Strand, London, WC2R 2LS, UK
b School of Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston-upon-Thames, Surrey KT1 2EE, UK
c School of Natural Sciences, Bedson Building, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK
Abstract:Propargylamino and allylamino derivatives of cyclohexene and norbornene were subjected to tandem metathesis reactions with first and second generation Grubbs' catalysts 1 and 2. Results show that the method is compatible with suitably protected nitrogen-containing compounds. Cyclohexenes gave intriguing results in terms of the possibility to perform ring rearrangement metathesis (RRM) reactions, showing a difference with the analogous allyl and propargyl ether substrates.
Keywords:Nitrogen heterocycles  Ring closing  Enyne  Metathesis  Ruthenium
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